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11970

Sigma-Aldrich

1,3-Diphenyl-2-propenone

≥98.0% (GC)

Sinónimos:

Benzalacetophenone, Chalcone

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About This Item

Fórmula lineal:
C6H5CH=CHCOC6H5
Número de CAS:
94-41-7
Peso molecular:
208.26
Beilstein/REAXYS Number:
1210466
EC Number:
202-330-2
MDL number:
MFCD00003082
UNSPSC Code:
12352100
PubChem Substance ID:
57646947
NACRES:
NA.22

assay

≥98.0% (GC)

solubility

dioxane: soluble 1 g/10 mL, clear, colorless

SMILES string

O=C(\C=C\c1ccccc1)c2ccccc2

InChI

1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+

InChI key

DQFBYFPFKXHELB-VAWYXSNFSA-N

Gene Information

rat ... Ar(24208)

Application

1,3-Diphenyl-2-propenone was used in the preparation of pharmacologically-interesting heterocyclic systems like pyrazolines and pyrimidines.

Biochem/physiol Actions

1,3-Diphenyl-2-propenone (chalcone) inhibits the proliferation of human breast cancer cell lines, MCF-7 and MDA-MB-231 by inducing apoptosis and blocking cell cycle progression in the G2/M phase. It is an inhibitor of Plasmodium falciparum cyclin-dependent protein kinases.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Y L Hsu et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 44(5), 704-713 (2005-11-26)
Chalcones are discussed to represent cancer preventive food components in a human diet that is rich in fruits and vegetables. In this study, we examined chalcone (1,3-diphenyl-2-propenone) for its effect on proliferation in human breast cancer cell lines, MCF-7 and
Jie Li et al.
Neuroscience letters, 535, 51-56 (2013-01-22)
Inflammation is a pivotal pathological progress in the development of ischemic stroke. Modulating inflammatory cytokines released by microglia is thought to be a potential strategy for the treatment of ischemic stroke. Hydroxy-safflor yellow A (HSYA), a chemical component of the
Jeanne A Geyer et al.
Bioorganic & medicinal chemistry letters, 19(7), 1982-1985 (2009-03-03)
The cyclin dependent protein kinases, Pfmrk and PfPK5, most likely play an essential role in cell cycle control and differentiation in Plasmodium falciparum and are thus an attractive target for antimalarial drug development. Various 1,3-diaryl-2-propenones (chalcone derivatives) which selectivity inhibit
Ahmed Kamal et al.
Expert opinion on drug discovery, 8(3), 289-304 (2013-01-16)
Imidazothiazole derivatives have long been therapeutically used for the treatment of various diseases. In recent years, the imidazothiazole and chalcone moieties have emerged as important pharmacophores in the development of antitumor agents. Imidazothiazole-chalcone conjugates can be accessed by covalently binding
Liang-Zhong Lv et al.
International journal of nanomedicine, 7, 4099-4107 (2012-08-14)
Hydroxysafflor yellow A (HSYA), the main active ingredient of the safflower plant (Carthamus tinctorius L.), is a hydrophilic drug with low oral bioavailability. Water-in-oil-in-water (w/o/w) double emulsions may enhance the oral absorption of HSYA. In this study, we prepared a
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